'My Jaw Dropped': Jelly Roll's Beautiful Daughter Bailee Stunned Fans

The three-time CMT Music Awards winner's teenage daughter drew widespread attention after her prom appearance triggered a wave of reactions across social media.

Jelly Roll recently shared a heartwarming moment with his daughter, Bailee Ann, as she headed to her prom. The photo, posted by Music Mayhem, captured the father-daughter duo beaming with joy, sparking a buzz.

Bailee wore a strapless yellow gown with tiered ruffles and held a bouquet of red roses. Her makeup was softly done, and her hair was styled straight, tucked behind her ears to showcase her statement earrings.

Jelly stood proudly in a denim vest layered over a black T-shirt, smiling widely with his arm wrapped lovingly around her. The image quickly went viral, drawing attention from fans across various platforms.

Bailey also posted a TikTok video showing her father walking down the stairs while holding a bouquet of roses. He then extended the flowers toward the camera.

The next moment revealed the two standing together outside, smiling and hugging. Bailey gracefully turned to show off her dress, creating a cinematic moment that resonated with many.

The Facebook community flooded the comments section with praise and admiration for the young woman. One person wrote, "Beautiful soul just like her dad. Congrats Bailee [sic]." Another commented, "Jelly Roll daughter is BEAUTIFUL and she has a gorgeous smile [sic]."

"Bailey you are beautiful! That dress is like a fairy tale. Such a proud dad moment. I'm so proud of Jelly and your weight loss! Great Job [sic]!" another person noted.

One fan said, "awww Bailey all grown up.........So pretty, love the yellow girl [sic]!!!" Another shared, "Absolutely beautiful. Looks like Belle from Beauty and the Beast [sic]."

Bailee's TikTok also drew enthusiastic responses. One fan commented, "I can't believe she [sic] already so grown up! This makes me think of Belle!"

Another said, "My jaw DROPPED she looks stunning [sic]." "oh my gosh!!! She's a literal Disney princess stop itttt [sic]," someone added.

Jelly Roll, born Jason Bradley DeFord, has spoken openly about his difficult past and the meaningful bond he shares with his daughter, Bailee Ann.

In a November 2024 interview with People, the Grammy-nominated singer revealed that he was just 14 years old when he was first arrested.

Despite that, he has no concerns that Bailee, 16 at the time of the interview and turning 17 in May 2025, will follow the same path.

He recalled a conversation where he encouraged Bailee by pointing out her strengths. "I don't judge you based on what you do. I judge you based on what I know you're capable of," he told her.

"You're so much smarter than I was at 16. You're so much better, so much more emotionally intelligent. You can read a room so much better. So don't try to talk your way out of getting in trouble, Miss Sassy, by weaponizing my past," added the "All My Life" singer.

Now 40, Jelly, also a father to 8-year-old Noah, said Bailee is far ahead of where he was at her age, and he feels hopeful about her future.

"When I look at what she does that I consider horrible, I look back at what I was doing at 16, and I'm like, 'Oh man…' When I'm hard on her about stuff or a little pushy, she knows it's from love," he shared.

The country rap artist and his wife, Bunnie Xo, have had full custody of Bailee since 2017. Bailee's mother has dealt with drug addiction, but Jelly has shared that Bailee and her mom are currently working on rebuilding their relationship.

Bailee has remained close to her father and joined him earlier in November at the 2024 CMA Awards. Jelly, who was incarcerated at the time of her birth, has often said that her arrival marked a significant turning point in his life.

"We were really, really close before it exploded, but she understands what it's doing for her future and the family's future," he said.

He also shared that Bailee has remained grounded, having been in the same public school district for a decade and maintaining long-standing friendships since he and Bunnie assumed custody.

Bailee also appeared on Bunnie's "Dumb Blonde" podcast, where she opened up about her goals. She said she hopes to attend Columbia University after high school to pursue a career in criminal defense law.

"That's where I wanna go, and I wanna study law. As for music, I don't have any plans for it right now," she explained.

She also spoke about the experience of growing up with a famous father. "We're all kinda used to it," she said. "He's come to football games, and whatever. So I think everybody's kind of over that 'Oh, my God.' And, also, people are kinda just know not to [expletive] with me. I'm just not the one. So it's pretty easy. Other than that, making new friendships is hard, but I just don't do that anymore."

From heartfelt prom moments to open conversations about growth and responsibility, Bailee Ann continues to show maturity beyond her years.

With the support of her father, Jelly Roll, and a clear vision for her future, she is forging her own path — one grounded in stability, ambition, and family connection.